117606-90-3

Upstream product

• 117606-88-9 (S)-1-O-allyl-3-O-benzylglycerol 
• 117606-87-8 (R)-1-O-allyl-2,3-O-benzylideneglycerol 
• 14618-80-5 (R)-benzyl glycidol 
• 107-18-6 allyl alcohol 
• 56552-80-8 (R)-3-benzyloxy-1,2-propanediol 
• 106-95-6 allyl bromide 
• 591-87-7 Allyl acetate 
• 117606-87-8 (S)-1-O-allyl-2,3-O-benzylideneglycerol 
• 1708-39-0 (S)-1,2-O-benzylideneglycerol 
• 18657-14-2 (4R)-2,2-dimethyl-4-{[(prop-2-en-1-yl)oxy]methyl}-1,3-dioxolane 
• 123-34-2 (S)-3-allyloxy-propane-1,2-diol 
• 95043-56-4 (-)-3-(allyloxy)-1,2-epoxypropane 
• 56083-15-9 (S)-4-((allyloxy)methyl)-2,2-dimethyl-1,3-dioxolane 
• 909701-53-7 (R)-(2-phenyl-1,3-dioxolan-4-yl)methanol 

Downstream Products

• 945491-72-5 1-O-allyl-3-O-benzyl-2-O-hexadecyl-sn-glycerol 
• 573673-85-5 (R)-3-(benzyloxy)-2-(hexadecyloxy)propan-1-ol 
• 945491-73-6 3-O-benzyl-1-O-hexadecanoyl-2-O-hexadecyl-sn-glycerol 

Relevant academic research and scientific papers

Synthesis of E. faecium wall teichoic acid fragments

The first synthesis of different Enterococcus faecium wall teichoic acid (WTA) fragments is presented. The structure of these major cell wall components was elucidated recently and it was shown that these glycerolphosphate (GroP) based polymers are built up from -6-(GalNAc-α(1–3)-GalNAc-β(1–2)-GroP)- repeating units. We assembled WTA fragments up to three repeating units in length, in two series that differ in the stereochemistry of the glycerolphosphate moiety. The key GalNAc-GalNAc-GroP synthons, required for the synthesis, were generated from galactosazide building blocks that were employed in highly stereoselective glycosylation reactions to furnish both the α- and β-configured linkages. By comparing the NMR spectra of the synthesized fragments with the isolated material it appears that the hereto undefined stereochemistry of the glycerol phosphate moiety is sn-glycerol-3-phosphate. The generated fragments will be valuable tools to study their immunological activity at the molecular level.

ANALOGUES OF PHOSPHATIDYLINOSITOL MANNOSIDES

The invention relates to compounds which are immunomodulatory compounds and, in particular, can induce IL-12 secretion. The invention also relates to compositions containing the compounds, precursors, and prodrugs of these compounds, use of these compounds as adjuvants in combination with vaccines, and use of these compounds for treatment of diseases or conditions relating to infection, atopic disorders, or cancer.

Phosphatidylinositol mannoside ether analogues: Syntheses and interleukin-12-inducing properties

(Chemical Equation Presented) Phosphatidylinositol mannosides (PIMs) isolated from mycobacteria have been identified as an important class of glycolipids with significant immune modulating properties. We present here the syntheses of phosphatidylinositol

The Chemistry of L-Ascorbic and D-Isoascorbic Acids. 2. R and S Glyceraldehydes from a Common Intermediate

(R)- and (S)-glyceraldehyde and glycerol derivatives have been prepared from (2R,3S)-1,2-O-isopropylidenebutane-1,2,3,4-tetrol. (2R,3S)- and (2S,3S)-1,2-O-benzylidenebutane-1,2,3,4-tetrol have been prepared and cleaved to give (R)- and (S)-1,2-O-benzylideneglyceraldehydes and -glycerols.The conservation of chirality and conversion to PAF analogues are also demonstrated.